Big Island Vacation Rentals – Discover Hawaii's Largest Island

Big Island Vacation Rentals span diverse landscapes from the sunny Kona Coast to lush Hilo, luxurious Kohala resorts, and scenic Volcano Village. Whether you're seeking beachside relaxation, mountain escapes, or adventure near Hawaii Volcanoes National Park, the Big Island offers unforgettable stays for every type of traveler.

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**SPRING SPECIAL*** Relax with Ocean breezes! Includes BBQ, Wifi, A/C in Bedrooms

Reviews (9)

Oceanfront Escape at Kahaluʻu Bay – Premier Location on Aliʻi DriveWelcome to your oceanfront retreat overlooking the turquoise waters of Kahaluʻu Bay. This beautifully updated 3-bedroom, 3-bath home sits directly on iconic Aliʻi Drive and offers unobstructed coastal...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Pure Luxury! Chic Kitchen+Bath, Tile Floor, Sunset View Lanai, WiFi, Laundry Kanaloa 1902

Reviews (11)

Castle Kanaloa at Kona #1902 - This spectacular ocean front accommodation allows you to relax in splendor listening to the soothing sounds of the ocean where dolphins can be seen and whales too, when in season. Enjoy dreamy sunsets lounging on your spacious lanai...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA-KONA, Hawaii

Lovely, Spacious Villa with HotTub, Outdoor Dining, Fire Pit

Reviews (95)

This spectacular 4 bedroom, 2.5 bathroom Volcano home is an oasis of comfort, tranquility and unbeatable privacy. With an outdoor grilling & dining area, 6 person hot tub and extensive garden paths and seating, the villa will fulfill all your needs for a fun and...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Volcano, Hawaii

Ocean-view condo with pool, hot tub, lanai & tropical decor - near dining/shops

Reviews (36)

A Little Aloha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy A Little Aloha at this fabulously updated condo, one of the larger vacation rentals in fun downtown Kailua-Kona!...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

DOWNTOWN KAILUA-KONA AC, FREE WIFI, FREE PARKING, Historic Kailua-Kona Village

Reviews (5)

Aloha and welcome to Unit #110 Hale Moana (Moh-ah-nah)! This bright and airy studio apartment was freshly remodeled in 2019 and recently updated with new furnishings in April 2021. It is conveniently located in the heart of downtown Kailua-Kona. Our studio is the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Remodeled second-floor condo with ocean view, pool, & WiFi in a great location

Reviews (27)

Kona Mansions A-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready for stunning sunsets at this beautifully remodeled, second-floor condo with ocean views. With the perfect...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~

Reviews (110)

Our home is steps from Pebble Beach which provides great access to the ocean - whether it be swimming, snorkeling, oceanside hiking; plus this area is perfectly located to explore the Big Island of Hawaii. You will have exclusive use of a 3 bedroom, 2 full bath, 2 car...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

Off grid house with almost 100 fruit and veg plants, close to green sand beaches

Reviews (31)

Tropical 2 acre farm like setting, minus the animals except maybe for some wild chickens running around. Coffee plants, bananas, loquats, pineapples, liliquoi, 5 kinds of citrus, ground cherries, dragon fruit, and more... (fruit is not available year round so please...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

Oceanfront Villa at Alii Point - AC & Private Pool

Reviews (43)

Wake up to the sound of ocean waves and watch the sunset from your private lanai at this stunning oceanfront home in Alii Point, an exclusive gated community of just 16 residences. Set among lush tropical gardens and lava rock walls, this luxurious retreat offers...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Awesome Oceanview 3 Bedroom 3 Bath Townhome Unbeatable Location

Reviews (26)

This private 3 brm, 3 bath Na Hale O Keauhou Townhome is located in a 4 star gated luxurious resort complex with breathtaking views of the ocean, beach or mountains. Within walking distance to shopping, activities, restaurants, theater and beaches, including the famed...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬

Reviews (11)

Beautiful private home close to MAGIC SANDS beach! FABULOUS ALI'I DRIVE LOCATION! GREAT OCEAN VIEWS! WALKING DISTANCE TO MAGIC SAND BEACH! If you are looking for a home away from home for some family fun and beach time, this is your place! Panoramic ocean views, quiet...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua-Kona, Hawaii

Amazing top-floor condo w/ private lanai, pool, hot tub, tennis court, & gym

Reviews (66)

Shores at Waikoloa 337Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your days exploring the amazing Big Island of Hawaii and come home to relax in this elegant...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Waikoloa, Hawaii

Ultimate Oceanfront Townhome Located on Kona Coast

Reviews (33)

Wake each morning to the serene sounds of the ocean kissing the shoreline when you stay at this 2-bedroom, 2-bathroom Kailua-Kona vacation rental townhome. From this oceanside space, world-class snorkeling, parasailing, and whale watching are all at arm's length. If you...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Luxury Beachfront Condo with AC, Beach Access and Resort Amenities

Reviews (25)

Kolea 11C is a premier beachfront condo at Waikoloa Resort.There is something for everyone, with direct access to the beach, community pool, workout area, pavilion, and kitchen. Waikoloa Resort features shopping, restaurants, boat tours, golf, luaus, and more!Paradise...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Luxury condo with fast WiFi, AC, & washer/dryer - plus pool, hot tub, gym

Reviews (21)

Hale OhanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This spacious, three-bedroom townhouse, part of the 3,200-acre Mauna Lani Resort, offers you and your guests a perfect blend...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waimea, Hawaii

Fairway Villas #K1 at the Waikoloa Beach Resort

Reviews (32)

Summary:Fairway Villas is a luxurious Big Island of Hawaii escape. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This gated Waikoloa Beach Resort home has 3 bedrooms, 3 bathrooms, and a loft for accommodating up to 6 guests. Guests...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Updated ground-floor condo with partial ocean views, heated pool, & hot tub

Reviews (18)

Vista Waikoloa #A-105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Upgraded comfort and tropical resort-style living are yours at this luxe island retreat. Complete with a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

One Acre of Tropical Paradise on the Big Island

Reviews (28)

Welcome to Hale O Makani!BEFORE BOOKING PLEASE READ!! ***This home cannot be used for parties, events, or workers/visitors with heavy equipment and large trucks. This home uses exterior video surveillance and non-compliance with this rule will result in immediate...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Keaau, Hawaii

❤️PiH❤️ HAWAIIAN BLISS ★ Beach Gear, Bikes and family fun!

Reviews (30)

Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Bliss Villa, part of our Hawaiian Luxury Collection. We pride ourselves on offering some of the most sought-after homes on the Kohala Coast, and we're delighted to include this spacious, beautifully...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kohala Coast, Hawaii

Heart of downtown Kona with WiFi and AC in brilliant Kailua-Kona

Reviews (17)

Consider this apartment your home away from home while you visit Kailua-Kona. This charming space offers a nice living room with a comfy queen bed, perfect for unwinding after a day of exploring. With amenities like WiFi, AC, and a hair dryer, guests can relax and...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

“Great location in town close to beaches, town and ocean 2 min walk”

Reviews (50)

'Price now 115.00 daily was 135.00. This is a oceanview studio condo in town with very comfortable airloom queen mattress with wall bed that folds down from the wall to give you more space, with extra fold town table also. Did i say location? This condo is in a 'great '...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Special Rate! Ground Floor at Royal Sea Cliff, Central AC!

Reviews (39)

Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town but feel away from it all, this is the place for you to make your Hawaii memories. This one bedroom, one bath is the perfect oasis to enjoy your...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Beautiful Waikoloa Beach 3 BR Villa - Starting at 179/Night

Reviews (76)

Our villa is furnished in a casual tropical island theme, with authentic Tommy Bahama furniture and new wide plank flooring in the living and dining areas. This 3 bedroom villa is ideally located, just steps away from the pool. Our Hawaiian style townhouse is very...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waikoloa, Hawaii

Ocean Front, Three Bedroom at Kanaloa w/ Breathtaking Views

Reviews (25)

Welcome to your dream vacation at Kanaloa at Keauhou, Unit 2003! Nestled on the stunning Kona coast, this oceanfront, second-floor condo offers breathtaking views and the perfect blend of Hawaii and island charm.Property Highlights:Oceanfront Location: Wake up to the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby

Reviews (23)

Hau'Oli at Waikoloa Hills #902Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up and feel the aloha every day from this tropical stay. Centrally located in Waikoloa Village,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

Kailua Kona, Hawaii, United States

Reviews (9)

Condo, 2 Bedrooms + Loft, 2 Baths, (Sleeps 3-5)This ocean view unit is conveniently located on Alii Drive walking distance to town and shopping with beach across the street. The unit is beautifully furnished with new Tommy Bahamas style furniture, and yummy pillows.The...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Dream ~ Exclusive Ocean Front Luxury Home on Wailea Bay, Beach 69 ~ Aina Malia

Reviews (17)

Summary:Aina Malia, a unique property, is situated above beautiful Wailea Bay on the Kohala Coast of the Big Island of Hawaii, one of the few white sand beaches on the island of Hawaii. Beautiful tropical landscaping abounds with privacy and romance. Custom designed...

🛏 2 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 5
📍 Waimea, Hawaii

2 Mi to Town: Kailua-Kona Condo Steps from Beach

Reviews (14)

Private Lanai | In-Unit Laundry | Ali'i VillasMake the Big Island your home away from home when you book this charming coastal vacation rental. Located within eyesight of the ocean, this 1-bedroom, 1-bath condo promises relaxing days in Kailua-Kona. You'll also enjoy a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Kailua-Kona Coastal Refuge w/ Lanai + Ocean Views!

Reviews (28)

E Komo Mai. Let the warmth of aloha set the tone for your stay in this newly updated, 3-bed, 2-bath vacation rental, where comfort meets natural beauty. Perfect for multigenerational families, the home offers step-free access and modern amenities with an authentic...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Third-floor condo in town with ocean view, lanai & pool - walk everywhere

Reviews (5)

Kalanikai 321Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up each morning to a gorgeous view of Kona Town, rustling palms, and the sparkling ocean horizon at this third-floor...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Special Rate! Remodeled Studio at Kona Islander #341

Reviews (38)

Feel the charm at this newly remodeled cottage on Ali'i Drive at the Kona Islander #341!This studio is newly remodeled and has an enchanting cottage charm. The kitchenette area is by the entry and has a small refrigerator, air fryer, blender, coffee maker and more. The...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Mauna Lani Villages luxurious Villa with Private Beach Access!

Reviews (15)

Luxury 3-bedroom Suite town home! Come and stay in the Mauna Lani resort at the Villages! Just walking distance to the grocery store, and restaurants. This Villa has high ceilings in the kitchen, dining, and living room. Enjoy 3 separate lanais with a BBQ and wet bar...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waimea, Hawaii

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

Reviews (24)

Honu's Hideway-a newly renovated condo with all the amenities, located just steps from the warm tropical waters and on Ali'i Dr a few minutes from Old Kona town Enjoy swimming, snorkeling sun bathing or surfing at Banyons, a local favorite. Swim, sun and enjoy the hot...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Romantic Sea Side Cottage known as "POI*13"

Reviews (10)

This romantic seaside cottage will steal your heart. Positioned in the small village of Milolii, (the LAST fishing village in Hawaii) in Captain Cook on The Big Island. Boasting superior views of the sea just a stone's throw away from the ocean. This cottage sits on 1/3...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Captain Cook, Hawaii

Tranquil Retreat Sunbelt of Hawaiian Paradise Pk

Reviews (6)

Summary:Discover the charm of island living in this spacious home nestled within the serene enclave of Hawaiian Paradise Park. Enjoy the essence of the sun-soaked Sunbelt region, where each day invites you to embrace the beauty of Hawaii's natural landscape. With ample...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Keaau, Hawaii

Tropical Cabana w/ Deck, Hot Tub & Lush Scenery!

Reviews (64)

Say 'Aloha' to your dream Hawaiian holiday destination at this 2-bedroom, 2-bath vacation rental house in Keaau. You will fall in love with the fragrance of blooming tropical flowers, jungle-like foliage, and a wraparound deck where you can enjoy it all. Read a book on...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Keaau, Hawaii

Chic condo in oceanfront complex with resort amenities & wraparound lanai

Reviews (14)

Kona Makai 4-106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relaxation comes easy at this Kailua-Kona condo, located at the oceanfront Kona Makai Condominiums. Make the most of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Completely redecorated Aug. 2019 1 block to beach, free wi-fi, parking, and AC

Reviews (97)

SUPERBLY LOCATED! This completely remodeled ( August 2019) professionally decorated 2 bedrooms 2 baths condominium is conveniently located 1 block from downtown Kailua-Kona, Pier, and beach. 1 block from restaurants and shopping. Watch incredible ocean sunsets from your...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Kanaloa 3101 - The Point at Kanaloa

Reviews (22)

Castle Kanaloa at Kona Resort #3101 - The private atmosphere of the unit combined with modern coastal furniture will melt your stress away. The open design of the living area features plenty of comfortable seating for guests. Sit back, relax and watch the waves, or if...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA-KONA, Hawaii

Walk to Magic Sands Large Home w/ Private Pool, Hot Tub, Terrace & 2 W/Ds

Reviews (30)

Kona Kanewa HomeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You need never leave this four-bedroom home to have a memorable vacation in Kailua-Kona, as you'll have your very own...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

Ocean Front Banyan Tree 304 - Spectacular views!

Reviews (40)

OCEAN FRONT JEWEL!You will think you're in heaven when you see the dazzling view from this 2 bedroom, 2 bath 3rd floor condo. Enjoy spectacular Kona sunsets, whales in winter, dolphins, and surfers just below at a famous surf break. Banyan Tree Condominium amenities...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Relaxing oceanfront condo with view, hot tub, pool & lanai

Reviews (36)

Kona Bali Kai #323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in the comfort of this condo's amazing views, best enjoyed from the private lanai. Luxuries like a fully...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Oceanfront, Beach, Pool, Wifi,View! Relax Haw'n style #206 Portable AC

Reviews (138)

There is some construction to the left side of this unit the interior is the same ROMANTIC DIRECT OCEANFRONT CONDO A SHELLS TOSS TO THE WATER! Check out my video by clicking the icon to the left. Imagine yourself there!Wow! oceanfront! Treat yourself to a real Hawaiian...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Beautifully Decorated and Remodeled in Hawaiian Paradise Park

Reviews (10)

Welcome to Hale Ola 'Aina! This beautifully decorated, newly remodeled and furnished 2 bedroom 1 bath home is the perfect locale for sightseeing the east side of The Big Island. Being centrally located in the Hawaiian Paradise Park subdivision between the villages of...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Keaau, Hawaii

Waikoloa Villas A107: Tropical Oasis - On Golf Course near Waikoloa Beach Resort

Reviews (11)

Welcome to Waikoloa Villas A107 by Gather, a peaceful two-bedroom, two-bathroom ground-floor condo overlooking the 9th fairway of the Robert Trent Jones II–designed Village Golf Course. Located in the heart of Waikoloa Village at a cool 800-foot elevation, this inviting...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Second floor condo w/ shared pool & wraparound lanai w/ amazing views

Reviews (34)

The Vista C203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy mountain, ocean, and pool views from the wraparound lanai at this beautiful Waikoloa Vistas condo. After a day of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Kona Condo with all the comforts of home

Reviews (86)

This condo has everything you need for a great relaxing stay in Kona. Second floor unit in Kona Bali Kai, 1 Queen bed with new mattress and a queen size sleeper in living room. Kitchen fully equipped so you can stay in and cook if you prefer. Have your morning coffee on...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Paniolo Greens Resort 2 BR w/ POOL & HOT TUB

Reviews (2)

Nearby, discover ten of the world's most scenic golf courses, as well as tropical restaurants, shopping centers, and beachfront bars ideal for relaxing after a day of sightseeing. Adventure seekers can enjoy island charters at sea or helicopter tours high above. The...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

Peaceful home near the ocean with loft, pool, tennis. Ping-Pong & beach chairs

Reviews (16)

Keauhou Surf & Racquet 7-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love having this beautiful Keahou home as your place to stay for your Big Island vacation. The...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Most Sought After Condo! Gorgeous 2 bedroom on 9th fairway!

Reviews (46)

Waikoloa Villas E102 is a ground floor 2 bedroom/2 bathroom fully furnished condo.As you enter the condo, you will get the feeling of being home for your vacation. Wood flooring throughout the main living areas with tile in the kitchen and bathrooms. On your left is the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

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